
Villa vacation rentals in Oceanside
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Top-rated villa rentals in Oceanside
Guests agree: these villas are highly rated for location, cleanliness, and more.

Vineyard Retreat—Free Hot tub & EV Charger—Views!
Welcome to your private, gated oasis in the hills of Vista! Soak in the jetted hot tub while the sun sets into the ocean, recharge your EV overnight—at no charge, and wake up to breathtaking panoramic views. Immerse yourself in the peace of the natural surroundings, enjoying changing views—and a sunset terrace you’ll never want to leave. Whether you need to unwind from the hustle and bustle of daily life, or to work remotely in a peaceful setting. This space is crafted for unforgettable stays.

Oceanside Tropical Resort with HEATED POOL & SPA!
Enjoy your family vacation at this tropical paradise, an indoor/outdoor lover’s dream featuring a heated pool and relaxing spa - all included: • 🌊 Heated Pool & Spa • 🎯 Private Game Room • 🎱 Pool Table • 📺 3 Large Smart TVs • 🧒 Playground • 🔥 Outdoor Gas Fire Pit • ⛳ Two-Hole Putting Green • 🚣 2 Kayaks Surrounded by dozens of tropical fruit 🍏 trees, this home feels like you’re on a permanent vacation — whether you’re swimming under the sun 🌞, relaxing by the fire 🔥 at night.

"NEW" Luxury Hacienda Retreat in Wine Country
Welcome to your private wine country Hacienda. This spacious Fallbrook estate offers multiple indoor living areas, two gourmet kitchens, 5 bedrooms with a private casita and kitchen. 3.5 designer bathrooms, and a speakeasy-style bar lounge. Enjoy a panoramic mountain view, multiple patios, a built in BBQ, firepit, and beautifully landscaped event-ready grounds. We are one mile from the new Monserratte Winery, 15 min from us is the town of Temecula with a plethora of amazing beautiful wineries.

6-bed Paradise Villa Pool, hot-tub massage chair
*EV charging available Welcome to Casa Cerro-my incredible chic high-tech modern villa in San Diego! This stylish place to stay is perfect for families and group trips. Its open and airy layout can accommodate up to 11 people. This completely remodeled home is furnished with all the luxuries of home and more that is powered by an iPad for you to use. I love technology. But don't worry you don't have to use it to power up the house, everything has traditional switches/remotes if you choose.

@Fantastic villa, giant pool, guest house, golf !
This unique fantastic villa with a separate pool house sitting on 1 acre with a spacious living space with large windows. Main house has 4 bedrooms with 2 baths, and a guest house has 1 bedroom with 1 bath. +8 car parking, nice privacy and a fantastic view! Brand new giant size SALT pool with huge size jacuzzi, pool toys, golf zone, a huge grass event field, game field, pool table, foosball, ping pong, Nitendo,2 fire pits and more! Truly one-of-a-kind property don’t miss out! ToT:COSD-00749

Enchanted Paradise! ♨ Pool+Spa+Outdoor Kitchen ☀
Brand New Property! Massive garden of Eden style resort home with sprawling outdoor entertainment area and spacious open concept inside, perfect for large families with kids and responsible adults. Updated top to bottom with all new outdoor and indoor furniture, modern upgrades in all bedrooms and common areas. Centrally located and 20 minutes from the beach and all of SD's top attractions! 8 person hot tub, sparkling gas heated saltwater pool and new outdoor kitchen. Don't miss out!

Villa Descanso: 15 min to beach, heated pool, BBQ!
Are you seeking for your own private enclave only 15 minutes from Oceanside beach? “Villa Descanso” as featured on HGTV's "House Hunters" is a vacation destination in itself featuring high end luxury finishes, relaxing crystal clear pool and spa, ultra comfortable beds, large indoor and outdoor dining spaces fully equipped for the perfect getaway. Once you arrive you won't want to leave! But if you do, you are just 6.5 miles away from the beach! Book NOW! You're going to love it!

Casa Nera | Movie Theater · Pool · Hot Tub · Sauna
Couples, Families, & Countryside Peace Seekers only, please. Casa Nera (“Black House” ~ Italiano) is truly a one-of-one. It is where contemporary mid-century inspired architecture, unparalleled design, stunning vistas, and the finest amenities converge. Overlooking a 5-acre avocado grove, Casa Nera presents a pool & spa, private cinema, outdoor cedar barrel sauna, and over 7,000 ft² of indoor/outdoor living, gaming, & playing. Brilliantly designed by SoCalSTR® | IG: @socalstr

Via Viento Farms
Via Viento Farms is more than a destination; it's an escape from the ordinary. Whether you seek a weekend retreat or a Family vacation. Via Viento Farms welcomes you with open arms. Immerse yourself in the beauty of the orchards, indulge in the luxurious amenities, and let the spirit of the farm rejuvenate your senses. A 5 ensuite bedroom in an expansive 4000 sq foot Villa. Featuring an expansive pool, a Swedish sauna, and an 8-person hot tub, and Private Pickle Ball court

The Crown Jewel Villa with AC!Bikes,Kayak and SUP!
Escape to the peaceful and coveted beach community of Crown Point in San Diego! This highly sought after neighborhood boasts mostly permanent residents, creating a serene and tranquil environment for our guests. Right across the street from the home, you can find Ski Beach and Park, a favorite spot for families and kids. Explore the variety of local eateries and coffee shops, or take a short walk to popular Sail Bay and the ocean.

Bright Ocean View Luxury Getaway
Sit back and relax in this charming, panoramic Ocean View stunner. Wake up to the sunrise view from bed. Complete with plenty of luxury amenities. Gourmet kitchen, nespresso machine, french press, two plasma tvs, fiber wifi, al fresco dining, spacious walk in shower with bench, and plush robes. 1 mile away from downtown Encinitas and Encinitas beaches. Easy 5 minute bike ride or 20 minute walk. Nearby Freeway Access

Heated Pool Oasis Hilltop Villa, Avo Grove, Views
Relax, unwind and create special memories with loved ones in this little slice of paradise. Feel the gentle breeze, pleasant sun rays, rustling avocado leaves and amazing vineyard valley views (Monserate Winery is just below us) on this climate sweet spot hilltop sanctuary. Many guests forgo their planned activities and rather chill by the pool paradise to enjoy unmatched tranquility.
Popular amenities for Oceanside villa rentals
Private villa rentals

Secluded hilltop getaway with breathtaking views!

5BR/4Bth Entire Grand Estate near Winery Fallbrook

Beautiful house in mira mesa

Hidden Villa with Beautiful Furnished Garden Patio

NEW! Mediterranean-Style Villa in Point Loma

Gorgeous Beach Villa | Ocean Views + Sleeps 12!

Luxe 5BR Villa | Event-Friendly & Pool Table

Luxury Beachfront Villa - Villa G
Luxury villa rentals

San Diego villa for quiet & calm relaxation.

Amazing WaterView Penthouse w/AC

Villa nel Cielo, Hilltop Estate with Views! Pool.

Lux Villa: Heated Pool, Sauna, & Gym

Dream Home! Pool Jacuzzi Game Room Mountain View!

Zen Resort w Infinity Pool/Spa +360° Socal views

Oceanfront Beach House Views at Moonlight Beach

Serene Spanish Villa w/ Casita & Pool in Ramona
Villa rentals with a pool

Stunning Beach Villa with Pool & Yacht avail

Four Seasons Luxurious 2 Bdrm Villa

Casa Charles, Tropical backyard, Pool & Pizza oven

Fun Get Away, Vaulted Ceiling, Pool, Hot Tub, New.

Big&Fun BackYard• SolarPool•Hot Tub•Games•MiniGolf

1/2ACRE•Lux•Pool•SPA•FIREPIT•ARCADE•Grill•Sleep 44

Welk Resorts 5STAR 2Bed VILLA Only the Best !!!!!!

Two units in one, Pool, Spa, Downtown, Parking
When is the best time to visit Oceanside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$82,220 GYD | G$77,618 GYD | G$81,593 GYD | G$86,614 GYD | G$92,681 GYD | G$121,970 GYD | G$162,348 GYD | G$121,552 GYD | G$88,078 GYD | G$76,781 GYD | G$78,454 GYD | G$82,220 GYD |
| Avg. temp | 14°C | 14°C | 15°C | 16°C | 18°C | 20°C | 23°C | 24°C | 24°C | 21°C | 17°C | 14°C |
Quick stats about villa rentals in Oceanside

Total vacation rentals
Explore 20 vacation rentals in Oceanside

Nightly prices starting at
Oceanside vacation rentals start at G$18,829 GYD per night before taxes and fees

Verified guest reviews
Over 850 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Oceanside vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oceanside rentals

4.9 Average rating
Oceanside stays are highly rated by guests—averaging 4.9 out of 5!
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